US1813664A - Treatment and packaging of ether - Google Patents

Treatment and packaging of ether Download PDF

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Publication number
US1813664A
US1813664A US428855A US42885530A US1813664A US 1813664 A US1813664 A US 1813664A US 428855 A US428855 A US 428855A US 42885530 A US42885530 A US 42885530A US 1813664 A US1813664 A US 1813664A
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United States
Prior art keywords
ether
cuprous
oxidative impurities
oxygen
treatment
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Expired - Lifetime
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US428855A
Inventor
Walter G Christiansen
Raymond Van Winkle
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ER Squibb and Sons LLC
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ER Squibb and Sons LLC
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Application filed by ER Squibb and Sons LLC filed Critical ER Squibb and Sons LLC
Priority to US428855A priority Critical patent/US1813664A/en
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Publication of US1813664A publication Critical patent/US1813664A/en
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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01Preparation of ethers
    • C07C41/34Separation; Purification; Stabilisation; Use of additives
    • C07C41/46Use of additives, e.g. for stabilisation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01Preparation of ethers
    • C07C41/34Separation; Purification; Stabilisation; Use of additives
    • C07C41/44Separation; Purification; Stabilisation; Use of additives by treatments giving rise to a chemical modification

Definitions

  • cuprous compound In the practice of our invention we bring a cuprous compound into contact with the ether to be treated, preferably underanaeric conditions, the quantity of the cuprous com pound varying more or less directly as the quantity of ether and inversely as the period of contact.
  • cuprous compounds whose efficacy we have demonstrated are the oxide, the chloride, the sulphide, the sulphite, and the thiocyanate.
  • copper in the cuprous state possesses a greater affinity for oxygen than does ether, and is therefore able to combine with the dissolved oxygen in preference to the ether and/or to decompose the oxidative impurities and unite with their active oxygen. It is inferable from observations made that the cuprous compounds physically adsorb the dissolved oxygen present and chemically reduce the oxidative impurities. Whatever Application filed February 15, 1930. Serial No. 428,855.
  • cuprous compounds remove dissolved oxygen from ether and, even under such adverse conditions as the presence of light, heat, and tin, maintain such ether virtually free from oxidative impurities for an indefinite period; and/or diminish the oxidative impurities in deteriorated ether to well within the limit prescribed by the United States Pharmacopoeia.
  • ether containing an excess of oxidative impurities at the rate of 50 to 60 cubic centimeters per minute through a column 18 inches in height and one inch in diameter of thoroughly'dried six-mesh granular precipitated cuprous oxide.
  • a layer of thoroughly dried, preferably granular, magnesium oxide placed beneath the cuprous oxide will remove such acid without altering the specific gravity of the ether or having any other prejudicial United States Pharmacopoeia standards by percolation through a similar column under anaeric conditions, at a rate that is a function of the height of the column and the proportion of oxygen dissolved in the ether.
  • a package comprising a container having ether and a cuprous compound there'- in.
  • a package comprising a container having ether and cuprous oxide therein.
  • a package comprising a tin container having ether and a cuprous compound there- 1n.
  • a package comprising a tin container having other and cuprous oxide therein.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Packages (AREA)
  • Wrappers (AREA)

Description

UNETE WALTER G. GHRISTIANSEN, 0F BLOOIVIFIELD, AND RAYMOND VAN VIINKLE, OF PAS- SAIC, NEW JERSEY, ASSIGNORS TO E. R.
CORPORATION OF NEW YORK SQUIBB & SGNS, OF 353E 31 YCRK, N. Y., A
TREATMENT AND PACKAGING 0F ETHER N0 Drawing.
Our invention relates to the treatment and packaging of ether to remove oxygen and oxidative impurities therefrom and/or to prevent the formation of oxidative impurities therein.
Ether deteriorates by reacting with oxygen to form peroxides, which in turn by interaction and/or decomposition yield aldehydes and other substances. By the term oxidative impurities herein we mean to designate all such peroxides, aldehydes, and related contaminating products. This deterioration in-. creases, of course, with lapse of time, and is favored by the following circumstances: the presence, as is. usual, of dissolved oxygen in the ether as ordinarily manufactured; exposure to light, particularly direct sunlight; heat, especially when in a sealed vessel; and contact with the tin of containers. A small proportion of these oxidative impurities suffices to render the ether unfit for anesthetic use and otherwise diminishes its value.
It is the object of our invention to provide a method and a package whereby ether containing an excess of oxidative impurities may be purified to such a degree as to be rendered suitable for use in producing'anesthesia; and whereby oxygen may be removed from ether in order to prevent the formation of oxidative impurities therein.
In the practice of our invention we bring a cuprous compound into contact with the ether to be treated, preferably underanaeric conditions, the quantity of the cuprous com pound varying more or less directly as the quantity of ether and inversely as the period of contact. Among the cuprous compounds whose efficacy we have demonstrated are the oxide, the chloride, the sulphide, the sulphite, and the thiocyanate. Apparently copper in the cuprous state possesses a greater affinity for oxygen than does ether, and is therefore able to combine with the dissolved oxygen in preference to the ether and/or to decompose the oxidative impurities and unite with their active oxygen. It is inferable from observations made that the cuprous compounds physically adsorb the dissolved oxygen present and chemically reduce the oxidative impurities. Whatever Application filed February 15, 1930. Serial No. 428,855.
may be the correct theory underlying their action, cuprous compounds remove dissolved oxygen from ether and, even under such adverse conditions as the presence of light, heat, and tin, maintain such ether virtually free from oxidative impurities for an indefinite period; and/or diminish the oxidative impurities in deteriorated ether to well within the limit prescribed by the United States Pharmacopoeia.
As an example, we may continuously percolate ether containing an excess of oxidative impurities at the rate of 50 to 60 cubic centimeters per minute through a column 18 inches in height and one inch in diameter of thoroughly'dried six-mesh granular precipitated cuprous oxide. Should there be an undue amount'of acid in the ether after this treatment, a layer of thoroughly dried, preferably granular, magnesium oxide placed beneath the cuprous oxide will remove such acid without altering the specific gravity of the ether or having any other prejudicial United States Pharmacopoeia standards by percolation through a similar column under anaeric conditions, at a rate that is a function of the height of the column and the proportion of oxygen dissolved in the ether.
As a still further example, we may confine about .15 gram of finely divided cuprous oxide with 114: grams of ether in an ordinary sealed tin container.
It will be understood that the specific details herein set forth are merely illustrative and by no means limitative of our invention, which may be variously otherwise embodiedfor instance as to the particular cuprous compounds used, the modes of applying them to the ether, and the packages employedwithin the scope of the appended claims.
' We claim:
1. The process that comprises causing ether to contact with a cuprous compound.
2. The process that comprises causing ether to remain in prolonged contact with lessd than 1 percent by weight of cuprous 0x1 e.
3. The process that comprises reducing the amount of oxidative impurities and dissolved oxygen in ether by means of a cuprous compound.
4. The process that comprises reducing the dissolved-oxygen content of ether by means of a cuprous compound.
5. The process that comprises bringing cuprous oxide into contact with ether to free the latter substantially from oxidative impurities.
6. The process that comprises treating ether anaerically with a cuprous compound.
7. The process that comprises treating ether anaerically with cuprous oxide.
8. The process that comprises preventing substantially the formation of oxidative impurities in ether by maintaining it in contact with a cuprous compound under anaerio conditions.
9. The process that comprises rendering ether substantially oxygen-free by contact ing it with cuprous oxide under anaeric conditions.
10. The process that comprises percolating ether through a cuprous compound.
11. The process that comprises percolating other through cuprous oxide.
12. The process that comprises percolating ether through a column of granular precipitated cuprous oxide to free the ether from oxidative impurities.
13. A package comprising a container having ether and a cuprous compound there'- in.
14-. A package comprising a container having ether and cuprous oxide therein.
15. A package comprising a tin container having ether and a cuprous compound there- 1n.
16. A package comprising a tin container having other and cuprous oxide therein.
In witness whereof we aflix our signatures.
TVALTER G. CHRISTIANSEN. RAYMOND VAN NINKLE.
US428855A 1930-02-15 1930-02-15 Treatment and packaging of ether Expired - Lifetime US1813664A (en)

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Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2445374A (en) * 1944-06-10 1948-07-20 Hercules Powder Co Ltd Stabilization of cellulose ethers
US2561893A (en) * 1944-06-10 1951-07-24 Hercules Powder Co Ltd Ethyl cellulose stabilized with an organic copper salt
FR2403323A1 (en) * 1977-09-19 1979-04-13 Exxon Research Engineering Co LOWER ALCOHOL DEODORIZATION PROCESS
US4359392A (en) * 1980-12-29 1982-11-16 Mobil Oil Corporation Stabilization of modified cellulose in brines at high temperatures

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2445374A (en) * 1944-06-10 1948-07-20 Hercules Powder Co Ltd Stabilization of cellulose ethers
US2561893A (en) * 1944-06-10 1951-07-24 Hercules Powder Co Ltd Ethyl cellulose stabilized with an organic copper salt
FR2403323A1 (en) * 1977-09-19 1979-04-13 Exxon Research Engineering Co LOWER ALCOHOL DEODORIZATION PROCESS
US4359392A (en) * 1980-12-29 1982-11-16 Mobil Oil Corporation Stabilization of modified cellulose in brines at high temperatures

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